Diastereoselective Amidoalkylation of (3S,7aR)-6-Benzyl-7-hydroxy-3-phenyltetra- hydro-5H-imidazo[1,5-c][1,3]thiazol-5-one : A Short and Highly Efficient Synthesis of (+)-Biotin
- 27 January 2005
- journal article
- research article
- Published by American Chemical Society (ACS) in The Journal of Organic Chemistry
- Vol. 70 (5), 1901-1903
- https://doi.org/10.1021/jo0488107
Abstract
A short and highly efficient synthesis of (+)-biotin in 10 steps with 20% overall yield has been achieved from L-cysteine involving amidoalkylation of hydroxy imidazothiazolone 4 via an acyliminium ion intermediate to furnish C-7-substituted imidazothiazolones 5b as the key step.Keywords
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